取代双苯并噻唑衍生物的合成、结构研究及抗菌筛选

P. P. Deohate, Shri Radhakisan, Laxminarayan Toshniwal
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引用次数: 1

摘要

以氯仿为原料,用溴溶液氧化环化1-{4-(4-(3-芳基硫氨基)-3-羧基苯基)-2-羧基苯基}-3-芳基硫胺,然后用稀氢氧化铵溶液碱化,合成了一系列{4-(4-(6-取代苯并噻唑-2-基氨基)-3-羧基苯基}-6-取代苯并噻唑-2-基胺。最初通过不同的芳基异硫氰酸酯与4,4′-亚甲基-双-(氨基苯甲酸)相互作用制备了1-{4-(4-(3-芳基硫氨基)-3-羧基苯基)}-3-芳基硫氨基氨基酰胺。用3%的甲醛水溶液处理邻氨基苯甲酸和浓盐酸的混合物,再用氢氧化钠中和,得到后者。双苯并噻唑的乙酰化反应产生了二乙酰基衍生物。根据化学转化、元素分析、当量重量测定和红外、氢核磁共振光谱研究,确定了合成化合物的结构。已测定了标题化合物对革兰氏阳性和革兰氏阴性微生物的生物活性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Synthesis, Structural Study and Antimicrobial Screening of Substituted Bis-benzothiazole Derivatives
A series of {4-(4-(6-substituted-benzothiazol-2-yl-amino)-3-carboxy-benzyl)-2-carboxy- phenyl}-6-substituted-benzothiazol-2-yl-amines have been synthesized by oxidative cyclization of 1-{4-(4-(3-aryl thiocarbamido)-3-carboxy-benzyl)-2-carboxy-phenyl}-3-aryl thiocarbamides using the solution of bromine in chloroform followed by the basification with dilute ammonium hydroxide solution. Initially 1-{4-(4-(3-aryl thiocarbamido)-3-carboxy-benzyl)-2-carboxy-phenyl}-3-aryl thio- carbamides were prepared by the interaction of different aryl isothiocyanates with 4,4'-methylene- bis-(anthranilic acid). The latter was obtained by treating the mixture of anthranilic acid and concentrated hydrochloric acid with 3% aqueous formaldehyde followed by neutralization with sodium hydroxide. The acetylation of bis-benzothiazoles afforded di-acetyl derivatives. The structures of synthesized compounds have been established on the basis of chemical transformation, elemental analysis, equivalent weight determination and IR, 1 H NMR spectral studies. The title compounds have been assayed for their biological activity against gram-positive as well as gram- negative microorganisms.
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